Hiring a cleaning/landscaping staff seems more like a winning the lottery thing than a retirement thing to me. My goal is to retire as early as possible not as comfortable as possible.
Seems like something that makes more sense to do while you're workin. You'll probably have more time in retirement to do routine maintenance.
I guess I don't subscribe to the dentist school of "retire early even if you have to live uncomfortably"
I'm not talking about in a wooden shed in the middle of the rain forest and hunting and gathering your own food...
I'm talking about mowing your lawn or spending a little time cleaning your home, or your car, or doing some basic maintenance around the house.
If that's uncomfortable, then I'm not sure what type of life you're accustomed to.
Maybe many people would already consider the way I live "uncomfortable" I mow, clean parts of the house, cook occasionally, fix many basic things in my own home or automobile (I almost always hire out the big stuff.. and heck i don't even change my own oil), I handle all the bills, manage all the money, plan my own vacations, etc... I guess I really don't find any of this "uncomfortable"
Maybe this should be an entire thread topic... how much of your life is out-sourced vs. DIY. I already feel like i'm pretty soft with all the stuff i out-source, but it sounds like maybe i do actually more than the average person.
If I really wanted to live uncomfortably, I could probably quit in 8-10 years. As it stands I'm fine with slugging it out until 55-56 at which as long as I'm not dying I should be in for a long run of having a ton of great life experiences while still doing some "uncomfortable" stuff.